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Synthesis and Antimicrobial Evaluations of 1,3,4‐Thiadiazoline‐based Bisheterocyclics
Author(s) -
Yusuf Mohamad,
Kaur Manpreet,
Jain Payal
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2158
Subject(s) - chemistry , antimicrobial , alkylation , dilution , proton nmr , carbon 13 nmr , spectral analysis , nuclear chemistry , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , spectroscopy , physics , quantum mechanics , thermodynamics
The bisthiadiazolines ( 4a , 4b , 4c , 4d , 4e , 4f , 4g ) were synthesized from the cyclization of bisthiosemicarbazones ( 3a , 3b , 3c , 3d , 3e , 3f , 3g ) by refluxing under Ac 2 O medium. The intermediates were obtained from the reactions of dibenzaldehydes ( 2a , 2b , 2c , 2d , 2e , 2f , 2g ) with thiosemicarbazide by refluxing in the presence of dry EtOH/HCl. The latter were prepared in good yields from the O‐alkylation of 3‐hydroxybenzaldehyde with suitable dibromo derivatives under the alkaline conditions. The structures of prepared compounds were determined from rigorous analysis of their spectral parameters (UV–vis, IR, 1 H NMR, 13 C NMR and ESI‐MS). The newly prepared compounds were screened for their antimicrobial activity against seven bacterial and five fungi strains using serial tube dilution method.